Ethylbenzene → 1-(4-Ethyl-phenyl)-2-methyl-propan-1-one

HRID 223117Notes

Reaction equation

HRID 223117 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH2:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:6].[C:13](Cl)(=[O:17])[CH:14]([CH3:16])[CH3:15]>[N+](C)([O-])=O>[CH:14]([C:13]([C:10]1[CH:11]=[CH:12][C:7]([CH2:5][CH3:6])=[CH:8][CH:9]=1)=[O:17])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 7500EthylbenzeneHCID 62325Isobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 135702801-(4-Ethyl-phenyl)-2-methyl-propan-1-oneYield 77%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

At 10° C. a solution of 93 g (0.72 mol) AlCl3 in 250 ml nitromethane is added to a mixture of 66 g (0.62 mol) ethyl benzene and 70 g (0.66 mol) isobutyroyl chloride, after which the mixture is stirred during half an hour. The reaction mixture is poured out into ice and extracted with ether. The solution in ether is washed neutral, dried on MgSO4 and evaporated. The residue is distilled under diminished pressure to obtain p-ethylphenyl isopropyl ketone in a yield of 77%.

Workup

  1. additionThe reaction mixture is poured out into ice
  2. extractionextracted with ether
  3. washThe solution in ether is washed neutral
  4. customdried on MgSO4
  5. customevaporated
  6. distillationThe residue is distilled under diminished pressure

Sources & evidence

ORD record
ord-df2fed578b1047908eb3ca7c57e56aaf
Source dataset
uspto-grants-1982_10
Patent number
US04352748

Reaction notes

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